HRID420645

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID24083

Magnesium sulfate anhydrous

MgO4S

结构：CC(=O)C(C(C)=O)C(c1ccc(C#N)cc1)C(C(=O)Nc1cccc(C(F)(F)F)c1)C(=O)OCc1ccccc1

HCID59666215

未命名化合物

PRODUCTS

生成物

结构：CC(=O)C1=C(C)N(c2cccc(C(F)(F)F)c2)C(=O)C(C(=O)OCc2ccccc2)C1c1ccc(C#N)cc1

HCID59666193

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A suspension of benzyl 4-acetyl-3-(4-cyanophenyl)-5-oxo-2-({[3-(trifluoromethyl)phenyl]amino}carbonyl)hexanoate (7.5 g, 15.6 mmol) (Example 5A), anhydrous magnesium sulfate (15 g, 125 mmol) and Amberlyst 15® (7.5 g) in ethanol (300 ml) is stirred overnight at reflux. The reaction is cooled to room temperature, filtered through a pad of celite and concentrated in vacuo. The residue is purified by flash chromatography over silica gel 60 with cyclohexane/ethyl acetate mixtures as eluent.

WORKUP

后处理

temperatureat reflux
filtrationfiltered through a pad of celite
concentrationconcentrated in vacuo
customThe residue is purified by flash chromatography over silica gel 60 with cyclohexane/ethyl acetate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-88e04c6600ad4294b197896fbdedd866
来源数据集: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08097629B2
来源说明: uspto-grants-2012_01

反应 SMILES

[C:1]([CH:4]([C:38](=O)[CH3:39])[CH:5]([C:30]1[CH:35]=[CH:34][C:33]([C:36]#[N:37])=[CH:32][CH:31]=1)[CH:6]([C:17]([NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=1)=[O:18])[C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])(=[O:3])[CH3:2].S([O-])([O-])(=O)=O.[Mg+2]>C(O)C>[C:1]([C:4]1[CH:5]([C:30]2[CH:35]=[CH:34][C:33]([C:36]#[N:37])=[CH:32][CH:31]=2)[CH:6]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[C:17](=[O:18])[N:19]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:28])([F:29])[F:27])[CH:21]=2)[C:38]=1[CH3:39])(=[O:3])[CH3:2]